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Synthesis of poly‐β‐(α‐benzyl‐L‐aspartate) from L‐aspartic β‐lactam benzyl ester (3(R)‐benzoxycarbonyl‐2‐azetidinone)
Author(s) -
RodriguezGalan A.,
MuñozGuerra S.,
Subirana J.A.,
Chuong Bui,
Sekiguchi H.
Publication year - 1986
Publication title -
makromolekulare chemie. macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 0258-0322
DOI - 10.1002/masy.19860060127
Subject(s) - lactam , imide , racemization , chemistry , polymerization , aspartic acid , branching (polymer chemistry) , monomer , polymer chemistry , polymer , organic chemistry , amino acid , biochemistry
A study on the anionic‐assisted polymerization of L‐aspartic β‐lactam benzyl ester in solution has been carried out in order to prepare an improved poly‐β‐(α‐benzyl‐L‐aspartate). We have found that both imide formation (with appreciable racemization) and size of the resulting polymers are highly dependent on the nature of reaction medium. A high molecular weight poly‐β‐aspartate without detectable branching could thus be obtained by using solvents with low polarity. The mechanism of side reactions is discussed.